JP6923543B2 - Ｎｒ２ｂ選択的ｎｍｄａ調節因子としての置換１，２，３−トリアゾール - Google Patents

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Publication number

JP6923543B2

JP6923543B2 JP2018541636A JP2018541636A JP6923543B2 JP 6923543 B2 JP6923543 B2 JP 6923543B2 JP 2018541636 A JP2018541636 A JP 2018541636A JP 2018541636 A JP2018541636 A JP 2018541636A JP 6923543 B2 JP6923543 B2 JP 6923543B2

Authority

JP

Japan

Prior art keywords

triazole

methoxy

phenyl

pyrimidine

fluoro

Prior art date

2016-02-10

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

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• 108010038912 Retinoid X Receptors Proteins 0.000 title claims description 29
• 102000034527 Retinoid X Receptors Human genes 0.000 title claims 8
• 238000006467 substitution reaction Methods 0.000 title description 7
• HOKKHZGPKSLGJE-GSVOUGTGSA-N N-Methyl-D-aspartic acid Chemical compound CN[C@@H](C(O)=O)CC(O)=O HOKKHZGPKSLGJE-GSVOUGTGSA-N 0.000 title description 3
• QWENRTYMTSOGBR-UHFFFAOYSA-N 1H-1,2,3-Triazole Chemical compound C=1C=NNN=1 QWENRTYMTSOGBR-UHFFFAOYSA-N 0.000 title 1
• -1 OC 1-6 perhaloalkyl Chemical group 0.000 claims description 623
• 150000001875 compounds Chemical class 0.000 claims description 576
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 128
• 125000000217 alkyl group Chemical group 0.000 claims description 113
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 105
• 150000003839 salts Chemical class 0.000 claims description 95
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 94
• 125000001424 substituent group Chemical group 0.000 claims description 88
• CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 65
• 208000035475 disorder Diseases 0.000 claims description 57
• 125000005843 halogen group Chemical group 0.000 claims description 57
• 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims description 43
• 201000010099 disease Diseases 0.000 claims description 37
• 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims description 36
• 206010015037 epilepsy Diseases 0.000 claims description 34
• 229910052801 chlorine Inorganic materials 0.000 claims description 32
• 229910052799 carbon Inorganic materials 0.000 claims description 31
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 29
• 239000003814 drug Substances 0.000 claims description 28
• 229910052731 fluorine Inorganic materials 0.000 claims description 28
• 239000008194 pharmaceutical composition Substances 0.000 claims description 26
• 230000000694 effects Effects 0.000 claims description 23
• 230000001404 mediated effect Effects 0.000 claims description 23
• KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 22
• 208000002193 Pain Diseases 0.000 claims description 21
• 208000011580 syndromic disease Diseases 0.000 claims description 19
• 125000006002 1,1-difluoroethyl group Chemical group 0.000 claims description 18
• 125000004076 pyridyl group Chemical group 0.000 claims description 18
• 230000001154 acute effect Effects 0.000 claims description 15
• 229910052739 hydrogen Inorganic materials 0.000 claims description 15
• 239000000546 pharmaceutical excipient Substances 0.000 claims description 15
• 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 claims description 14
• 229910052794 bromium Inorganic materials 0.000 claims description 13
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• KZKRRZFCAYOXQE-UHFFFAOYSA-N 1$l^{2}-azinane Chemical group C1CC[N]CC1 KZKRRZFCAYOXQE-UHFFFAOYSA-N 0.000 claims description 11
• 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims description 11
• 208000012661 Dyskinesia Diseases 0.000 claims description 11
• 230000014509 gene expression Effects 0.000 claims description 11
• 125000002393 azetidinyl group Chemical group 0.000 claims description 10
• 229910052757 nitrogen Inorganic materials 0.000 claims description 10
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• 229910052740 iodine Inorganic materials 0.000 claims description 9
• 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 9
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 8
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• 230000001684 chronic effect Effects 0.000 claims description 8
• 125000002757 morpholinyl group Chemical group 0.000 claims description 8
• 125000000389 2-pyrrolyl group Chemical group [H]N1C([*])=C([H])C([H])=C1[H] 0.000 claims description 7
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• 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 4
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• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
• UVXROSMOJBNUQB-UHFFFAOYSA-N 1-[2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidin-4-yl]ethanamine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)C(C)N)F UVXROSMOJBNUQB-UHFFFAOYSA-N 0.000 claims description 3
• QIUHWGIDQVQWTK-UHFFFAOYSA-N 2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]-4-(3,3-difluoropyrrolidin-1-yl)pyrimidine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)N1CC(CC1)(F)F)F QIUHWGIDQVQWTK-UHFFFAOYSA-N 0.000 claims description 3
• ADCGOKWENZQQJQ-UHFFFAOYSA-N 2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]-5-fluoropyrimidin-4-amine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C(=N1)N)F)F ADCGOKWENZQQJQ-UHFFFAOYSA-N 0.000 claims description 3
• SMMRHEAXRCHUKZ-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-N-methylpyrimidine-4-carboxamide Chemical compound FC(C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)C(=O)NC)F SMMRHEAXRCHUKZ-UHFFFAOYSA-N 0.000 claims description 3
• ZXDBMIGBUUYXKE-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)phenyl]-5-methyltriazol-4-yl]methoxy]-5-methoxypyrimidine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1C)COC1=NC=C(C=N1)OC)F ZXDBMIGBUUYXKE-UHFFFAOYSA-N 0.000 claims description 3
• 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims description 3
• 208000037490 Medically Unexplained Symptoms Diseases 0.000 claims description 3
• QVFZWKFTJHULNK-UHFFFAOYSA-N N-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methyl]pyridin-2-amine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)CNC1=NC=CC=C1)OC(F)F QVFZWKFTJHULNK-UHFFFAOYSA-N 0.000 claims description 3
• FAWGDTACYVANSD-UHFFFAOYSA-N N-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methyl]pyrimidin-2-amine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)CNC1=NC=CC=N1)C(F)(F)F FAWGDTACYVANSD-UHFFFAOYSA-N 0.000 claims description 3
• 208000029560 autism spectrum disease Diseases 0.000 claims description 3
• 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims description 3
• 201000006417 multiple sclerosis Diseases 0.000 claims description 3
• 230000001314 paroxysmal effect Effects 0.000 claims description 3
• OYRRZWATULMEPF-UHFFFAOYSA-N pyrimidin-4-amine Chemical compound NC1=CC=NC=N1 OYRRZWATULMEPF-UHFFFAOYSA-N 0.000 claims description 3
• BFBSNMZFDKMQHA-UHFFFAOYSA-N 2-[[1-(3-bromo-4-fluorophenyl)triazol-4-yl]methoxy]-5-chloropyrimidine Chemical compound BrC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)Cl BFBSNMZFDKMQHA-UHFFFAOYSA-N 0.000 claims description 2
• OFDCWBLZQJRQNC-UHFFFAOYSA-N 2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]-4-piperidin-1-ylpyrimidine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)N1CCCCC1)F OFDCWBLZQJRQNC-UHFFFAOYSA-N 0.000 claims description 2
• MGJJUFTZBPRVRP-UHFFFAOYSA-N 2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]-4-pyrrolidin-1-ylpyrimidine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)N1CCCC1)F MGJJUFTZBPRVRP-UHFFFAOYSA-N 0.000 claims description 2
• PZMQRZXEZSRGNQ-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-4,5-dimethylpyrimidine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C(=N1)C)C)F PZMQRZXEZSRGNQ-UHFFFAOYSA-N 0.000 claims description 2
• AAXZTRYJVZCLCT-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-methylpyrimidin-4-amine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C(=N1)N)C)F AAXZTRYJVZCLCT-UHFFFAOYSA-N 0.000 claims description 2
• PBKPSCDANWPCBF-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-N-methylpyrimidin-4-amine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)NC)OC(F)F PBKPSCDANWPCBF-UHFFFAOYSA-N 0.000 claims description 2
• XWUXFHFFQMKCIF-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]pyridine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC=C1)C(F)(F)F XWUXFHFFQMKCIF-UHFFFAOYSA-N 0.000 claims description 2
• QYTIJLGACUHBPY-UHFFFAOYSA-N 2-pyridin-3-ylpropan-2-ol Chemical compound CC(C)(O)C1=CC=CN=C1 QYTIJLGACUHBPY-UHFFFAOYSA-N 0.000 claims description 2
• 125000006275 3-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C([H])C(*)=C1[H] 0.000 claims description 2
• RIDLCGNQFAFGJR-UHFFFAOYSA-N 4-[2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidin-4-yl]morpholine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)N1CCOCC1)F RIDLCGNQFAFGJR-UHFFFAOYSA-N 0.000 claims description 2
• ZDQTWPGWFJQXAY-UHFFFAOYSA-N 5-chloro-2-[[1-(4-fluorophenyl)triazol-4-yl]methoxy]pyrimidine Chemical compound ClC=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=CC=C(C=C1)F ZDQTWPGWFJQXAY-UHFFFAOYSA-N 0.000 claims description 2
• GWADAUUZGXDNPZ-UHFFFAOYSA-N 5-chloro-N-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methyl]pyrimidin-2-amine Chemical compound ClC=1C=NC(=NC=1)NCC=1N=NN(C=1)C1=CC(=CC=C1)C(F)F GWADAUUZGXDNPZ-UHFFFAOYSA-N 0.000 claims description 2
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• AQWHNTMKFNSEPW-UHFFFAOYSA-N N-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methyl]-1-methylimidazol-2-amine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)CNC=1N(C=CN=1)C)F AQWHNTMKFNSEPW-UHFFFAOYSA-N 0.000 claims description 2
• RBROFAWZOZCILM-UHFFFAOYSA-N N-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methyl]-1-methylpyrazol-3-amine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)CNC1=NN(C=C1)C)F RBROFAWZOZCILM-UHFFFAOYSA-N 0.000 claims description 2
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• KZUZBLIVDLIHPM-UHFFFAOYSA-N N-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methyl]pyrimidin-2-amine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1)CNC1=NC=CC=N1)F KZUZBLIVDLIHPM-UHFFFAOYSA-N 0.000 claims description 2
• NMHURWAAXYDILD-UHFFFAOYSA-N N-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methyl]-1,3-oxazol-2-amine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)CNC=1OC=CN=1)OC(F)F NMHURWAAXYDILD-UHFFFAOYSA-N 0.000 claims description 2
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• SMJSGYULFIQOHH-UHFFFAOYSA-N N-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methyl]-5-methylpyrimidin-2-amine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)CNC1=NC=C(C=N1)C)OC(F)F SMJSGYULFIQOHH-UHFFFAOYSA-N 0.000 claims description 2
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• ZLBVELNRVLGPDW-UHFFFAOYSA-N N-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methyl]pyrimidin-2-amine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)CNC1=NC=CC=N1)C(F)F ZLBVELNRVLGPDW-UHFFFAOYSA-N 0.000 claims description 2
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• BZQOGTTUTCCEIL-UHFFFAOYSA-N 2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]-4-(methoxymethyl)pyrimidine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)COC)F BZQOGTTUTCCEIL-UHFFFAOYSA-N 0.000 claims 3
• ROGYDEXUQSBMGK-UHFFFAOYSA-N 2-[2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]pyrimidin-5-yl]propan-2-ol Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C(C)(C)O)C(C)(F)F ROGYDEXUQSBMGK-UHFFFAOYSA-N 0.000 claims 2
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• HOYXXXFMZLRNFX-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound FC(C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)C)F HOYXXXFMZLRNFX-UHFFFAOYSA-N 0.000 claims 2
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• DTJFCMYFTQGQAV-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-5-(2-fluoroethoxy)pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)OCCF)OC(F)F DTJFCMYFTQGQAV-UHFFFAOYSA-N 0.000 claims 2
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• NOVZXTMURBFPSI-UHFFFAOYSA-N [2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]pyrimidin-4-yl]methanol Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)CO)OC(F)F NOVZXTMURBFPSI-UHFFFAOYSA-N 0.000 claims 2
• 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 2
• 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 2
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• DVEIBKQAXUNVHU-UHFFFAOYSA-N 2-[[1-(3,4-difluorophenyl)triazol-4-yl]methoxy]-5-ethylpyrimidine Chemical compound FC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)CC DVEIBKQAXUNVHU-UHFFFAOYSA-N 0.000 claims 1
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• YRCHIHCHYHEHSX-UHFFFAOYSA-N 2-[[1-(3,4-difluorophenyl)triazol-4-yl]methoxy]-5-methoxypyrimidine Chemical compound FC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)OC YRCHIHCHYHEHSX-UHFFFAOYSA-N 0.000 claims 1
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• BQQAHRHHVVWUHO-UHFFFAOYSA-N 2-[[1-(3,5-dimethylphenyl)triazol-4-yl]methoxy]-5-methoxypyrimidine Chemical compound CC=1C=C(C=C(C=1)C)N1N=NC(=C1)COC1=NC=C(C=N1)OC BQQAHRHHVVWUHO-UHFFFAOYSA-N 0.000 claims 1
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• RJEWDKWKOWHKIY-UHFFFAOYSA-N 2-[[1-(3-bromo-4-fluorophenyl)triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound BrC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)C RJEWDKWKOWHKIY-UHFFFAOYSA-N 0.000 claims 1
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• USQVGFIVVNBLEN-UHFFFAOYSA-N 2-[[1-(3-bromophenyl)triazol-4-yl]methoxy]-4-methylpyrimidine Chemical compound BrC=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=CC(=N1)C USQVGFIVVNBLEN-UHFFFAOYSA-N 0.000 claims 1
• LTQTZHVGIAPGCH-UHFFFAOYSA-N 2-[[1-(3-bromophenyl)triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound BrC=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C=N1)C LTQTZHVGIAPGCH-UHFFFAOYSA-N 0.000 claims 1
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• WPEIHKURSWVFPX-UHFFFAOYSA-N 2-[[1-(3-chloro-2-fluorophenyl)triazol-4-yl]methoxy]-5-fluoropyrimidine Chemical compound ClC=1C(=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C=N1)F)F WPEIHKURSWVFPX-UHFFFAOYSA-N 0.000 claims 1
• VALYJQJWXARFKM-UHFFFAOYSA-N 2-[[1-(3-chloro-2-fluorophenyl)triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound ClC=1C(=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C=N1)C)F VALYJQJWXARFKM-UHFFFAOYSA-N 0.000 claims 1
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• VOLGXNUYEULAFC-UHFFFAOYSA-N 2-[[1-(3-chloro-4-fluorophenyl)triazol-4-yl]methoxy]-4-(methoxymethyl)pyrimidine Chemical compound ClC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)COC VOLGXNUYEULAFC-UHFFFAOYSA-N 0.000 claims 1
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• ZVBYAYLUIRDWCH-UHFFFAOYSA-N 2-[[1-(3-chloro-4-fluorophenyl)triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound ClC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)C ZVBYAYLUIRDWCH-UHFFFAOYSA-N 0.000 claims 1
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• CAOPKQLXSVOJOM-UHFFFAOYSA-N 2-[[1-(3-fluorophenyl)triazol-4-yl]methoxy]-5-methoxypyrimidine Chemical compound FC=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C=N1)OC CAOPKQLXSVOJOM-UHFFFAOYSA-N 0.000 claims 1
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• NZJJADGNWJARNM-UHFFFAOYSA-N 2-[[1-(4-chloro-3-methoxyphenyl)triazol-4-yl]methoxy]-5-methoxypyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)OC)OC NZJJADGNWJARNM-UHFFFAOYSA-N 0.000 claims 1
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• TYNBZVJUIUCKMN-UHFFFAOYSA-N 2-[[1-(4-chloro-3-methoxyphenyl)triazol-4-yl]methoxy]pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC=N1)OC TYNBZVJUIUCKMN-UHFFFAOYSA-N 0.000 claims 1
• AYQMQCZQHUXIQA-UHFFFAOYSA-N 2-[[1-(4-chlorophenyl)triazol-4-yl]methoxy]-5-(difluoromethoxy)pyrimidine Chemical compound ClC1=CC=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)OC(F)F AYQMQCZQHUXIQA-UHFFFAOYSA-N 0.000 claims 1
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• BLOKUKDWVMHARP-UHFFFAOYSA-N 2-[[1-(4-fluoro-2-methylphenyl)triazol-4-yl]methoxy]-5-methoxypyrimidine Chemical compound FC1=CC(=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)OC)C BLOKUKDWVMHARP-UHFFFAOYSA-N 0.000 claims 1
• RWXQDOOQFJCEGO-UHFFFAOYSA-N 2-[[1-(4-fluoro-2-methylphenyl)triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound FC1=CC(=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C)C RWXQDOOQFJCEGO-UHFFFAOYSA-N 0.000 claims 1
• AZEMGGARNDOVBK-UHFFFAOYSA-N 2-[[1-(4-fluoro-3-methoxyphenyl)triazol-4-yl]methoxy]pyrimidine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC=N1)OC AZEMGGARNDOVBK-UHFFFAOYSA-N 0.000 claims 1
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• HABGRXANLFCZFV-UHFFFAOYSA-N 2-[[1-(4-fluoro-3-methylphenyl)triazol-4-yl]methoxy]-4-(methoxymethyl)pyrimidine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)COC)C HABGRXANLFCZFV-UHFFFAOYSA-N 0.000 claims 1
• UBQWOGVNUZXGJA-UHFFFAOYSA-N 2-[[1-(4-fluoro-3-methylphenyl)triazol-4-yl]methoxy]-5-methoxypyrimidine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)OC)C UBQWOGVNUZXGJA-UHFFFAOYSA-N 0.000 claims 1
• XVXPBMJKCJQWIF-UHFFFAOYSA-N 2-[[1-(4-fluoro-3-methylphenyl)triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C)C XVXPBMJKCJQWIF-UHFFFAOYSA-N 0.000 claims 1
• PBFHWYVQPQHHBM-UHFFFAOYSA-N 2-[[1-(4-fluoro-3-methylphenyl)triazol-4-yl]methoxy]pyrimidin-4-amine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)N)C PBFHWYVQPQHHBM-UHFFFAOYSA-N 0.000 claims 1
• VVINLBNYCPUYRP-UHFFFAOYSA-N 2-[[1-(4-fluoro-3-methylphenyl)triazol-4-yl]methoxy]pyrimidine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC=N1)C VVINLBNYCPUYRP-UHFFFAOYSA-N 0.000 claims 1
• RHZJBEGMWHFFPG-UHFFFAOYSA-N 2-[[1-(5-bromo-6-fluoropyridin-3-yl)triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound BrC=1C=C(C=NC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)C RHZJBEGMWHFFPG-UHFFFAOYSA-N 0.000 claims 1
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• LBRNTUYEUSBNGJ-UHFFFAOYSA-N 2-[[1-[2-(difluoromethyl)pyridin-4-yl]triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound FC(C1=NC=CC(=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C)F LBRNTUYEUSBNGJ-UHFFFAOYSA-N 0.000 claims 1
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• UOYXAELJTNYLFT-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]-5-methyltriazol-4-yl]methoxy]-5-ethylpyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1C)COC1=NC=C(C=N1)CC UOYXAELJTNYLFT-UHFFFAOYSA-N 0.000 claims 1
• BGRBDJSGMGDLSA-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]-5-methyltriazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1C)COC1=NC=C(C=N1)C BGRBDJSGMGDLSA-UHFFFAOYSA-N 0.000 claims 1
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• NYNUSIMBJRRLEK-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-4-(difluoromethyl)pyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)C(F)F NYNUSIMBJRRLEK-UHFFFAOYSA-N 0.000 claims 1
• KJFLIQAORANJFE-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-4-(methoxymethyl)pyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)COC KJFLIQAORANJFE-UHFFFAOYSA-N 0.000 claims 1
• FXYRDNGDEASMTM-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-4-(trifluoromethyl)pyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)C(F)(F)F FXYRDNGDEASMTM-UHFFFAOYSA-N 0.000 claims 1
• OQLCIVJZDQEQSL-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-4-methylpyridine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=C1)C OQLCIVJZDQEQSL-UHFFFAOYSA-N 0.000 claims 1
• OFHJAZXWLTUXLX-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-4-methylpyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)C OFHJAZXWLTUXLX-UHFFFAOYSA-N 0.000 claims 1
• CWZJNVCLWRLJKV-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-4-pyrrolidin-1-ylpyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)N1CCCC1 CWZJNVCLWRLJKV-UHFFFAOYSA-N 0.000 claims 1
• VOUQDSWNFXTCLA-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-(1-methylpyrazol-3-yl)pyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)C1=NN(C=C1)C VOUQDSWNFXTCLA-UHFFFAOYSA-N 0.000 claims 1
• PMKZADUSIHBBGK-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-(1H-pyrazol-4-yl)pyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)C=1C=NNC=1 PMKZADUSIHBBGK-UHFFFAOYSA-N 0.000 claims 1
• LQPHLJRCTYMAOI-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-(2-methoxypropan-2-yl)pyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)C(C)(C)OC LQPHLJRCTYMAOI-UHFFFAOYSA-N 0.000 claims 1
• WFBWOHGLKPPKMS-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-(difluoromethoxy)pyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)OC(F)F WFBWOHGLKPPKMS-UHFFFAOYSA-N 0.000 claims 1
• JMIBTAQRPASKGS-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-(difluoromethyl)pyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)C(F)F JMIBTAQRPASKGS-UHFFFAOYSA-N 0.000 claims 1
• ZUOKFMXOKGUICW-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-(methoxymethyl)pyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)COC ZUOKFMXOKGUICW-UHFFFAOYSA-N 0.000 claims 1
• SCSZXNAQKYLEOJ-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-(trifluoromethyl)pyridine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=C1)C(F)(F)F SCSZXNAQKYLEOJ-UHFFFAOYSA-N 0.000 claims 1
• NPZDNOIEXGVUNV-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-(trifluoromethyl)pyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)C(F)(F)F NPZDNOIEXGVUNV-UHFFFAOYSA-N 0.000 claims 1
• ZHDYEFOQPVKNEZ-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-ethylpyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)CC ZHDYEFOQPVKNEZ-UHFFFAOYSA-N 0.000 claims 1
• MNUDHSVJARDHQP-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-fluoro-4-methylpyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C(=N1)C)F MNUDHSVJARDHQP-UHFFFAOYSA-N 0.000 claims 1
• OPNOBXQLMZGSEV-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-fluoro-N-methylpyrimidin-4-amine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C(=N1)NC)F OPNOBXQLMZGSEV-UHFFFAOYSA-N 0.000 claims 1
• BIAIXZOAJTVRMZ-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-fluoropyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)F BIAIXZOAJTVRMZ-UHFFFAOYSA-N 0.000 claims 1
• KKYLTBDUOBZNNA-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-methoxypyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)OC KKYLTBDUOBZNNA-UHFFFAOYSA-N 0.000 claims 1
• LMWHZFUFUYWLGG-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-methylpyridine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=C1)C LMWHZFUFUYWLGG-UHFFFAOYSA-N 0.000 claims 1
• VKHWOFAGNRCYGU-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-methylpyrimidin-4-amine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C(=N1)N)C VKHWOFAGNRCYGU-UHFFFAOYSA-N 0.000 claims 1
• UVNKBHYJPIJAII-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)C UVNKBHYJPIJAII-UHFFFAOYSA-N 0.000 claims 1
• SGWPDDLRSIMATJ-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-methylsulfonylpyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)S(=O)(=O)C SGWPDDLRSIMATJ-UHFFFAOYSA-N 0.000 claims 1
• KFLZSDFHOGZCSU-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-propan-2-ylpyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)C(C)C KFLZSDFHOGZCSU-UHFFFAOYSA-N 0.000 claims 1
• ZKNAPYUAWJYOGP-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-6-methylpyridine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC(=CC=C1)C ZKNAPYUAWJYOGP-UHFFFAOYSA-N 0.000 claims 1
• VUOWLVQOWAMXQW-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-N,5-dimethylpyrimidin-4-amine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C(=N1)NC)C VUOWLVQOWAMXQW-UHFFFAOYSA-N 0.000 claims 1
• QFCUTHKKKDIBFO-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-N,N,5-trimethylpyrimidin-4-amine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C(=N1)N(C)C)C QFCUTHKKKDIBFO-UHFFFAOYSA-N 0.000 claims 1
• DBXAGWCDLLONPH-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-N,N-dimethylpyrimidin-4-amine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)N(C)C DBXAGWCDLLONPH-UHFFFAOYSA-N 0.000 claims 1
• WKJNJMVKIZPRSV-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-N,N-dimethylpyrimidin-5-amine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)N(C)C WKJNJMVKIZPRSV-UHFFFAOYSA-N 0.000 claims 1
• MHGBPCHKZVKWKS-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-N-methylpyrimidin-4-amine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)NC MHGBPCHKZVKWKS-UHFFFAOYSA-N 0.000 claims 1
• ZHGLSMYFHJHGFL-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]pyridine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC=C1 ZHGLSMYFHJHGFL-UHFFFAOYSA-N 0.000 claims 1
• YXINWRMOIRXMJP-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidin-4-amine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)N YXINWRMOIRXMJP-UHFFFAOYSA-N 0.000 claims 1
• ZMJLRLXYGFASGN-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC=N1 ZMJLRLXYGFASGN-UHFFFAOYSA-N 0.000 claims 1
• MUVBNZVUMQVZHR-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidine-5-carbonitrile Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)C#N MUVBNZVUMQVZHR-UHFFFAOYSA-N 0.000 claims 1
• PTBQKLCWWXSEIV-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-4-(difluoromethyl)pyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=CC(=N1)C(F)F PTBQKLCWWXSEIV-UHFFFAOYSA-N 0.000 claims 1
• SCRBAEHBXBDYJQ-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-4-(methoxymethyl)pyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=CC(=N1)COC SCRBAEHBXBDYJQ-UHFFFAOYSA-N 0.000 claims 1
• IEHKMOHHWZPHQN-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-4-(trifluoromethyl)pyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=CC(=N1)C(F)(F)F IEHKMOHHWZPHQN-UHFFFAOYSA-N 0.000 claims 1
• QWBDJIXFGDXIAT-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-4-methoxypyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=CC(=N1)OC QWBDJIXFGDXIAT-UHFFFAOYSA-N 0.000 claims 1
• LFYHAOBDKUNQCP-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-4-methylpyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=CC(=N1)C LFYHAOBDKUNQCP-UHFFFAOYSA-N 0.000 claims 1
• PEJYCAVTIOKBOF-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-4-pyrrolidin-1-ylpyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=CC(=N1)N1CCCC1 PEJYCAVTIOKBOF-UHFFFAOYSA-N 0.000 claims 1
• DLGHJAVDNMGGST-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-5-(3-fluoroazetidin-1-yl)pyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C=N1)N1CC(C1)F DLGHJAVDNMGGST-UHFFFAOYSA-N 0.000 claims 1
• SLQBVFLRMZIFQM-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-5-(difluoromethoxy)pyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C=N1)OC(F)F SLQBVFLRMZIFQM-UHFFFAOYSA-N 0.000 claims 1
• UYFCKWPCNYULBG-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-5-(difluoromethyl)pyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C=N1)C(F)F UYFCKWPCNYULBG-UHFFFAOYSA-N 0.000 claims 1
• PTWWLTPIWDJSOM-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-5-fluoro-4-methylpyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C(=N1)C)F PTWWLTPIWDJSOM-UHFFFAOYSA-N 0.000 claims 1
• MLIPEULGBRJHDW-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-5-fluoro-N-methylpyrimidin-4-amine Chemical compound FC(C)(F)C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C(=N1)NC)F MLIPEULGBRJHDW-UHFFFAOYSA-N 0.000 claims 1
• PTYPUEKMLNVOIR-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-5-fluoropyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C=N1)F PTYPUEKMLNVOIR-UHFFFAOYSA-N 0.000 claims 1
• KVWSKYUCWYUREB-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-5-methoxypyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C=N1)OC KVWSKYUCWYUREB-UHFFFAOYSA-N 0.000 claims 1
• QJKSTFMELSVAJZ-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C=N1)C QJKSTFMELSVAJZ-UHFFFAOYSA-N 0.000 claims 1
• UKWUAWKCSVJIOD-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-N,N-dimethylpyrimidin-4-amine Chemical compound FC(C)(F)C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=CC(=N1)N(C)C UKWUAWKCSVJIOD-UHFFFAOYSA-N 0.000 claims 1
• SPEQASRRMWSMMT-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-N-methylpyrimidin-4-amine Chemical compound FC(C)(F)C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=CC(=N1)NC SPEQASRRMWSMMT-UHFFFAOYSA-N 0.000 claims 1
• XFGNMUNIQKIGIJ-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]pyrimidin-4-amine Chemical compound FC(C)(F)C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=CC(=N1)N XFGNMUNIQKIGIJ-UHFFFAOYSA-N 0.000 claims 1
• LUMPNOFZUWQEKZ-UHFFFAOYSA-N 2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(C)(F)C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=CC=N1 LUMPNOFZUWQEKZ-UHFFFAOYSA-N 0.000 claims 1
• VOTPKIFHRKIUEX-UHFFFAOYSA-N 2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]-4-(1-methoxyethyl)pyrimidine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)C(C)OC)F VOTPKIFHRKIUEX-UHFFFAOYSA-N 0.000 claims 1
• RFWPGFGPPCCTGC-UHFFFAOYSA-N 2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]-4-(1H-pyrazol-5-yl)pyrimidine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)C1=CC=NN1)F RFWPGFGPPCCTGC-UHFFFAOYSA-N 0.000 claims 1
• HJUJKOIKBNNFOF-UHFFFAOYSA-N 2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]-4-(1H-pyrrol-2-yl)pyrimidine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)C=1NC=CC=1)F HJUJKOIKBNNFOF-UHFFFAOYSA-N 0.000 claims 1
• WUPXQJACJFQIRB-UHFFFAOYSA-N 2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]-4-(2-methoxypropan-2-yl)pyrimidine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)C(C)(C)OC)F WUPXQJACJFQIRB-UHFFFAOYSA-N 0.000 claims 1
• IWNPOZOFGABSCD-UHFFFAOYSA-N 2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]-4-(3-fluoroazetidin-1-yl)pyridine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=C1)N1CC(C1)F)F IWNPOZOFGABSCD-UHFFFAOYSA-N 0.000 claims 1
• KVKDWYWBOKOSHV-UHFFFAOYSA-N 2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]-4-(3-fluoroazetidin-1-yl)pyrimidine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)N1CC(C1)F)F KVKDWYWBOKOSHV-UHFFFAOYSA-N 0.000 claims 1
• KBWFTURWIKRLCL-UHFFFAOYSA-N 2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]-4-(difluoromethoxymethyl)-5-fluoropyrimidine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C(=N1)COC(F)F)F)F KBWFTURWIKRLCL-UHFFFAOYSA-N 0.000 claims 1
• JKXORIZAYMBNTQ-UHFFFAOYSA-N 2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]-4-(difluoromethoxymethyl)pyrimidine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)COC(F)F)F JKXORIZAYMBNTQ-UHFFFAOYSA-N 0.000 claims 1
• LUCRXRNUKFUASU-UHFFFAOYSA-N 2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]-4-(ethoxymethyl)pyrimidine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)COCC)F LUCRXRNUKFUASU-UHFFFAOYSA-N 0.000 claims 1
• BZQOGTTUTCCEIL-FIBGUPNXSA-N 2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]-4-(trideuteriomethoxymethyl)pyrimidine Chemical compound [2H]C([2H])([2H])OCC1=NC(OCC2=CN(N=N2)C2=CC=C(F)C(OC(F)F)=C2)=NC=C1 BZQOGTTUTCCEIL-FIBGUPNXSA-N 0.000 claims 1
• QDLFOSFMGUFKKI-UHFFFAOYSA-N 2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]-4-(trifluoromethoxymethyl)pyrimidine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)COC(F)(F)F)F QDLFOSFMGUFKKI-UHFFFAOYSA-N 0.000 claims 1
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• CJARMIUZBYDZBZ-UHFFFAOYSA-N 2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]-4-methylpyrimidine Chemical compound FC(OC=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)C)F CJARMIUZBYDZBZ-UHFFFAOYSA-N 0.000 claims 1
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• BVYPUXUWWQLMNU-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-(trifluoromethyl)pyrimidine Chemical compound FC(C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)C(F)(F)F)F BVYPUXUWWQLMNU-UHFFFAOYSA-N 0.000 claims 1
• GYZVAUNIHWKONN-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-fluoro-4-methylpyrimidine Chemical compound FC(C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C(=N1)C)F)F GYZVAUNIHWKONN-UHFFFAOYSA-N 0.000 claims 1
• IJLIJZFPZGZSNP-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-fluoro-N-methylpyrimidin-4-amine Chemical compound FC(C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C(=N1)NC)F)F IJLIJZFPZGZSNP-UHFFFAOYSA-N 0.000 claims 1
• NIZZMQDOTNELNI-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-methylpyridine Chemical compound FC(C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=C1)C)F NIZZMQDOTNELNI-UHFFFAOYSA-N 0.000 claims 1
• PPKJZIVWGPRVGS-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-5-pyrazol-1-ylpyrimidine Chemical compound FC(C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)N1N=CC=C1)F PPKJZIVWGPRVGS-UHFFFAOYSA-N 0.000 claims 1
• RQFODQBXSXAFLK-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-6-methylpyridine Chemical compound FC(C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC(=CC=C1)C)F RQFODQBXSXAFLK-UHFFFAOYSA-N 0.000 claims 1
• ZPEHMQJWIRCTMZ-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-N,N-dimethylpyrimidin-4-amine Chemical compound FC(C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)N(C)C)F ZPEHMQJWIRCTMZ-UHFFFAOYSA-N 0.000 claims 1
• BUBCUPIBXYEODD-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-N,N-dimethylpyrimidine-4-carboxamide Chemical compound FC(C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)C(=O)N(C)C)F BUBCUPIBXYEODD-UHFFFAOYSA-N 0.000 claims 1
• AKPPSQRZWXIXPS-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-N-ethylpyrimidin-4-amine Chemical compound C(C)NC1=NC(=NC=C1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)C(F)F AKPPSQRZWXIXPS-UHFFFAOYSA-N 0.000 claims 1
• PJRNVVYBYALHKB-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-N-methylpyrimidin-4-amine Chemical compound FC(C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)NC)F PJRNVVYBYALHKB-UHFFFAOYSA-N 0.000 claims 1
• HOZCQZKDIQGWHJ-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-N-methylpyrimidine-5-carboxamide Chemical compound FC(C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)C(=O)NC)F HOZCQZKDIQGWHJ-UHFFFAOYSA-N 0.000 claims 1
• IXQKYHFDBVQCRG-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]pyridine Chemical compound FC(C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC=C1)F IXQKYHFDBVQCRG-UHFFFAOYSA-N 0.000 claims 1
• FIOPFFJFSQYURG-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidin-4-amine Chemical compound FC(C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC(=N1)N)F FIOPFFJFSQYURG-UHFFFAOYSA-N 0.000 claims 1
• ZLEMCSKYAXJAKC-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=CC=N1)F ZLEMCSKYAXJAKC-UHFFFAOYSA-N 0.000 claims 1
• RDEGVPYIEAHVRQ-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)phenyl]-5-methyltriazol-4-yl]methoxy]-4,5-dimethylpyrimidine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1C)COC1=NC=C(C(=N1)C)C)F RDEGVPYIEAHVRQ-UHFFFAOYSA-N 0.000 claims 1
• VCMPLIZYKYHCOI-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)phenyl]-5-methyltriazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1C)COC1=NC=C(C=N1)C)F VCMPLIZYKYHCOI-UHFFFAOYSA-N 0.000 claims 1
• YJHNSEKRIYSGCL-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-4-(methoxymethyl)pyrimidine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=CC(=N1)COC)F YJHNSEKRIYSGCL-UHFFFAOYSA-N 0.000 claims 1
• GMCMFSDACWJXKY-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-4-methylpyrimidine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=CC(=N1)C)F GMCMFSDACWJXKY-UHFFFAOYSA-N 0.000 claims 1
• AXGSFWZEJWEDFN-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-4-piperidin-1-ylpyrimidine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=CC(=N1)N1CCCCC1)F AXGSFWZEJWEDFN-UHFFFAOYSA-N 0.000 claims 1
• OYVRSUCRABSCJZ-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-4-propan-2-ylpyrimidine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=CC(=N1)C(C)C)F OYVRSUCRABSCJZ-UHFFFAOYSA-N 0.000 claims 1
• XLVTWBNFTRXBOG-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-4-pyrrolidin-1-ylpyrimidine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=CC(=N1)N1CCCC1)F XLVTWBNFTRXBOG-UHFFFAOYSA-N 0.000 claims 1
• HXWFXQBXTRMISY-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-(trifluoromethyl)pyrimidine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C=N1)C(F)(F)F)F HXWFXQBXTRMISY-UHFFFAOYSA-N 0.000 claims 1
• QNADXEFNAUJUAR-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-ethylpyrimidine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C=N1)CC)F QNADXEFNAUJUAR-UHFFFAOYSA-N 0.000 claims 1
• QZYQWQZBZLPROU-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-fluoro-4-methylpyrimidine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C(=N1)C)F)F QZYQWQZBZLPROU-UHFFFAOYSA-N 0.000 claims 1
• OAKOVYAJQBUXNK-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-fluoropyrimidine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C=N1)F)F OAKOVYAJQBUXNK-UHFFFAOYSA-N 0.000 claims 1
• NEIYCKBYRUFHGX-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-methoxypyrimidine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C=N1)OC)F NEIYCKBYRUFHGX-UHFFFAOYSA-N 0.000 claims 1
• OTZUCMMSLKQSFK-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C=N1)C)F OTZUCMMSLKQSFK-UHFFFAOYSA-N 0.000 claims 1
• GESLBJPYIKHTEE-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-N,N,5-trimethylpyrimidin-4-amine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=C(C(=N1)N(C)C)C)F GESLBJPYIKHTEE-UHFFFAOYSA-N 0.000 claims 1
• FWNDYWYVWNXOJU-UHFFFAOYSA-N 2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(C=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=CC=N1)F FWNDYWYVWNXOJU-UHFFFAOYSA-N 0.000 claims 1
• FUVDMSLFXZZADE-UHFFFAOYSA-N 2-[[1-[3-(trifluoromethoxy)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(OC=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=CC=N1)(F)F FUVDMSLFXZZADE-UHFFFAOYSA-N 0.000 claims 1
• SYEXGVYKRSIVLD-UHFFFAOYSA-N 2-[[1-[4-(azetidin-1-yl)-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound N1(CCC1)C1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C)C(F)F SYEXGVYKRSIVLD-UHFFFAOYSA-N 0.000 claims 1
• SGTASUVTHIOLRJ-UHFFFAOYSA-N 2-[[1-[4-(azetidin-1-yl)-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound N1(CCC1)C1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC=N1)C(F)F SGTASUVTHIOLRJ-UHFFFAOYSA-N 0.000 claims 1
• HDCYXKUEVKNLSP-UHFFFAOYSA-N 2-[[1-[4-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-5-ethylpyrimidine Chemical compound FC(OC1=CC=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)CC)F HDCYXKUEVKNLSP-UHFFFAOYSA-N 0.000 claims 1
• DLVRVIOUMSQWGU-UHFFFAOYSA-N 2-[[1-[4-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-5-fluoropyrimidine Chemical compound FC(OC1=CC=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)F)F DLVRVIOUMSQWGU-UHFFFAOYSA-N 0.000 claims 1
• NEKJPVPOTZZPTB-UHFFFAOYSA-N 2-[[1-[4-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-5-methoxypyrimidine Chemical compound FC(OC1=CC=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)OC)F NEKJPVPOTZZPTB-UHFFFAOYSA-N 0.000 claims 1
• NWSUJKDVPQIUTL-UHFFFAOYSA-N 2-[[1-[4-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound FC(OC1=CC=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C)F NWSUJKDVPQIUTL-UHFFFAOYSA-N 0.000 claims 1
• ALGPUCKEMSZLCV-UHFFFAOYSA-N 2-[[1-[4-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(OC1=CC=C(C=C1)N1N=NC(=C1)COC1=NC=CC=N1)F ALGPUCKEMSZLCV-UHFFFAOYSA-N 0.000 claims 1
• DDSYTEDPBGFVKU-UHFFFAOYSA-N 2-[[1-[4-(trifluoromethoxy)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(OC1=CC=C(C=C1)N1N=NC(=C1)COC1=NC=CC=N1)(F)F DDSYTEDPBGFVKU-UHFFFAOYSA-N 0.000 claims 1
• BLRWUCNCAIAODI-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-4,5-dimethylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C(=N1)C)C)C(C)(F)F BLRWUCNCAIAODI-UHFFFAOYSA-N 0.000 claims 1
• SOCALSARJOFIGL-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-4,6-dimethylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC(=CC(=N1)C)C)C(C)(F)F SOCALSARJOFIGL-UHFFFAOYSA-N 0.000 claims 1
• YHXCAKWCRNIABJ-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-4-(difluoromethyl)pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)C(F)F)C(C)(F)F YHXCAKWCRNIABJ-UHFFFAOYSA-N 0.000 claims 1
• GYOALVPXYAXJIT-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-4-(methoxymethyl)pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)COC)C(C)(F)F GYOALVPXYAXJIT-UHFFFAOYSA-N 0.000 claims 1
• UXSXBJNQAFFLMH-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-4-(trifluoromethyl)pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)C(F)(F)F)C(C)(F)F UXSXBJNQAFFLMH-UHFFFAOYSA-N 0.000 claims 1
• WRKMTVPUKREOEY-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-4-methoxypyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)OC)C(C)(F)F WRKMTVPUKREOEY-UHFFFAOYSA-N 0.000 claims 1
• SWHBXDBUGWAGRB-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-4-methylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)C)C(C)(F)F SWHBXDBUGWAGRB-UHFFFAOYSA-N 0.000 claims 1
• XQHJKFUMKCVZTG-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-4-pyrrolidin-1-ylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)N1CCCC1)C(C)(F)F XQHJKFUMKCVZTG-UHFFFAOYSA-N 0.000 claims 1
• OYFKHOUOZDFEIF-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-5-(difluoromethoxy)pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)OC(F)F)C(C)(F)F OYFKHOUOZDFEIF-UHFFFAOYSA-N 0.000 claims 1
• SCHOYBYKAYKJLP-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-5-(difluoromethyl)pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C(F)F)C(C)(F)F SCHOYBYKAYKJLP-UHFFFAOYSA-N 0.000 claims 1
• AIQNIVLEFCDLOO-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-5-(trifluoromethyl)pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C(F)(F)F)C(C)(F)F AIQNIVLEFCDLOO-UHFFFAOYSA-N 0.000 claims 1
• ABZOGMJOEZNBIR-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-5-cyclopropylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C1CC1)C(C)(F)F ABZOGMJOEZNBIR-UHFFFAOYSA-N 0.000 claims 1
• AXSCBNILWSGNQN-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-5-fluoro-4-methylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C(=N1)C)F)C(C)(F)F AXSCBNILWSGNQN-UHFFFAOYSA-N 0.000 claims 1
• MQYNLHXGWAGKFK-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-5-fluoro-N-methylpyrimidin-4-amine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C(=N1)NC)F)C(C)(F)F MQYNLHXGWAGKFK-UHFFFAOYSA-N 0.000 claims 1
• AAGJRHLUNFHKER-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C)C(C)(F)F AAGJRHLUNFHKER-UHFFFAOYSA-N 0.000 claims 1
• JOCCIICDGFRXJP-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-N-methylpyrimidin-4-amine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)NC)C(C)(F)F JOCCIICDGFRXJP-UHFFFAOYSA-N 0.000 claims 1
• VOARJXHXGXXLOK-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]pyrimidin-4-amine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)N)C(C)(F)F VOARJXHXGXXLOK-UHFFFAOYSA-N 0.000 claims 1
• FGWCIRNMKJVCMM-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-3-fluoropyridine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC=C1F)OC(F)F FGWCIRNMKJVCMM-UHFFFAOYSA-N 0.000 claims 1
• WJKRTHUIEIZHFO-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-3-methoxypyridine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC=C1OC)OC(F)F WJKRTHUIEIZHFO-UHFFFAOYSA-N 0.000 claims 1
• RUOOCYSHEBYYAG-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-4,5-dimethylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C(=N1)C)C)OC(F)F RUOOCYSHEBYYAG-UHFFFAOYSA-N 0.000 claims 1
• DREAGQJUVYPIJQ-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-4-fluoropyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)F)OC(F)F DREAGQJUVYPIJQ-UHFFFAOYSA-N 0.000 claims 1
• UBQMQNGMAVJDTM-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-4-methoxypyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)OC)OC(F)F UBQMQNGMAVJDTM-UHFFFAOYSA-N 0.000 claims 1
• CKXJAQCEYVFZAM-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-4-methylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)C)OC(F)F CKXJAQCEYVFZAM-UHFFFAOYSA-N 0.000 claims 1
• GOUYNRJIDVZNKB-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-4-propan-2-yloxypyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)OC(C)C)OC(F)F GOUYNRJIDVZNKB-UHFFFAOYSA-N 0.000 claims 1
• UWEWXPRCANLMFH-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-5-(3-fluoroazetidin-1-yl)pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)N1CC(C1)F)OC(F)F UWEWXPRCANLMFH-UHFFFAOYSA-N 0.000 claims 1
• BDFSCNUKXJIWPS-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-5-(difluoromethoxy)pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)OC(F)F)OC(F)F BDFSCNUKXJIWPS-UHFFFAOYSA-N 0.000 claims 1
• POXGNDTXJNUNKV-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-5-(difluoromethyl)pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C(F)F)OC(F)F POXGNDTXJNUNKV-UHFFFAOYSA-N 0.000 claims 1
• HCUQIIGPCVXNHB-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-5-ethylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)CC)OC(F)F HCUQIIGPCVXNHB-UHFFFAOYSA-N 0.000 claims 1
• YYHGPWMNUPNDBB-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-5-fluoro-N-methylpyrimidin-4-amine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C(=N1)NC)F)OC(F)F YYHGPWMNUPNDBB-UHFFFAOYSA-N 0.000 claims 1
• UAALLWNNDBECKP-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-5-fluoropyrazine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(N=C1)F)OC(F)F UAALLWNNDBECKP-UHFFFAOYSA-N 0.000 claims 1
• IUIDXVARBCARLT-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-5-fluoropyrimidin-4-amine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C(=N1)N)F)OC(F)F IUIDXVARBCARLT-UHFFFAOYSA-N 0.000 claims 1
• WNABTJJKHWFLAA-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-5-fluoropyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)F)OC(F)F WNABTJJKHWFLAA-UHFFFAOYSA-N 0.000 claims 1
• WVFYWIMPQAJQSH-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-5-methylpyrazine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(N=C1)C)OC(F)F WVFYWIMPQAJQSH-UHFFFAOYSA-N 0.000 claims 1
• LZKIFZPXRAIEFK-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-5-methylpyridine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=C1)C)OC(F)F LZKIFZPXRAIEFK-UHFFFAOYSA-N 0.000 claims 1
• FVPZRFANDLVSCL-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C)OC(F)F FVPZRFANDLVSCL-UHFFFAOYSA-N 0.000 claims 1
• ZDIUEJOOFHCSEB-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-5-propan-2-ylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C(C)C)OC(F)F ZDIUEJOOFHCSEB-UHFFFAOYSA-N 0.000 claims 1
• XMDAYFWPESDHLK-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-6-fluoropyridine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC(=CC=C1)F)OC(F)F XMDAYFWPESDHLK-UHFFFAOYSA-N 0.000 claims 1
• WYYWBXKOKMFTQM-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-6-methylpyrazine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC(=CN=C1)C)OC(F)F WYYWBXKOKMFTQM-UHFFFAOYSA-N 0.000 claims 1
• WUZJMBNYPWVIRL-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-6-methylpyridine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC(=CC=C1)C)OC(F)F WUZJMBNYPWVIRL-UHFFFAOYSA-N 0.000 claims 1
• HCLBEICYOSVHSY-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-N-(2,2-difluoroethyl)-5-fluoropyrimidin-4-amine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C(=N1)NCC(F)F)F)OC(F)F HCLBEICYOSVHSY-UHFFFAOYSA-N 0.000 claims 1
• VIGALIAOABUJRA-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]pyrazine Chemical class ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CN=C1)OC(F)F VIGALIAOABUJRA-UHFFFAOYSA-N 0.000 claims 1
• ITPCHPLVCKJFCH-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]pyrimidin-4-amine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)N)OC(F)F ITPCHPLVCKJFCH-UHFFFAOYSA-N 0.000 claims 1
• XADXLHOSTVLLIE-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC=N1)OC(F)F XADXLHOSTVLLIE-UHFFFAOYSA-N 0.000 claims 1
• AZLBXFPDAPZDHQ-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]-5-fluorotriazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1F)COC1=NC=C(C=N1)C)C(F)F AZLBXFPDAPZDHQ-UHFFFAOYSA-N 0.000 claims 1
• UODFJYKINNODJS-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]-5-methyltriazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1C)COC1=NC=C(C=N1)C)C(F)F UODFJYKINNODJS-UHFFFAOYSA-N 0.000 claims 1
• CAGIHHHPMFGUSU-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-4-(difluoromethyl)pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)C(F)F)C(F)F CAGIHHHPMFGUSU-UHFFFAOYSA-N 0.000 claims 1
• KQOXIJOKIBPFHT-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-4-(methoxymethyl)pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)COC)C(F)F KQOXIJOKIBPFHT-UHFFFAOYSA-N 0.000 claims 1
• HFBJYEDIRNZXFT-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-4-methylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)C)C(F)F HFBJYEDIRNZXFT-UHFFFAOYSA-N 0.000 claims 1
• WNWKKJPWPQBNPZ-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-4-piperidin-1-ylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)N1CCCCC1)C(F)F WNWKKJPWPQBNPZ-UHFFFAOYSA-N 0.000 claims 1
• DFALROLCFWWLDX-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-4-propan-2-ylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)C(C)C)C(F)F DFALROLCFWWLDX-UHFFFAOYSA-N 0.000 claims 1
• PIOWRJHOKBGOGG-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-4-pyrrolidin-1-ylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)N1CCCC1)C(F)F PIOWRJHOKBGOGG-UHFFFAOYSA-N 0.000 claims 1
• GGZGAPFHVRPYNU-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-(2-fluoroethoxy)pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)OCCF)C(F)F GGZGAPFHVRPYNU-UHFFFAOYSA-N 0.000 claims 1
• RSVHZTMSZJPPPX-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-(3-fluoropropyl)pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)CCCF)C(F)F RSVHZTMSZJPPPX-UHFFFAOYSA-N 0.000 claims 1
• XPXZGLKWSGMOCA-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-(trifluoromethyl)pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C(F)(F)F)C(F)F XPXZGLKWSGMOCA-UHFFFAOYSA-N 0.000 claims 1
• XEZVPMCTUXYBQL-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-cyclopropylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C1CC1)C(F)F XEZVPMCTUXYBQL-UHFFFAOYSA-N 0.000 claims 1
• WDVWZLRXOFMUKD-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-ethylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)CC)C(F)F WDVWZLRXOFMUKD-UHFFFAOYSA-N 0.000 claims 1
• WCHXPALKNXYSRC-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-fluoropyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)F)C(F)F WCHXPALKNXYSRC-UHFFFAOYSA-N 0.000 claims 1
• IEJHRWYDYZFWHV-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-methyl-1,3-thiazole Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC=1SC(=CN=1)C)C(F)F IEJHRWYDYZFWHV-UHFFFAOYSA-N 0.000 claims 1
• RXZGQGQMBBZIRR-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-methylpyrimidin-4-amine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C(=N1)N)C)C(F)F RXZGQGQMBBZIRR-UHFFFAOYSA-N 0.000 claims 1
• YILFBGPEHUAPIV-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C)C(F)F YILFBGPEHUAPIV-UHFFFAOYSA-N 0.000 claims 1
• XVOIJMHUFGMZJY-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-propan-2-ylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C(C)C)C(F)F XVOIJMHUFGMZJY-UHFFFAOYSA-N 0.000 claims 1
• LBXUADOVPYMHAT-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-N,N,5-trimethylpyrimidin-4-amine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C(=N1)N(C)C)C)C(F)F LBXUADOVPYMHAT-UHFFFAOYSA-N 0.000 claims 1
• LHVZUOMTHMLBFU-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-N,N-dimethylpyrimidin-4-amine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)N(C)C)C(F)F LHVZUOMTHMLBFU-UHFFFAOYSA-N 0.000 claims 1
• RVWPNYDSAMTIEQ-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]pyridine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC=C1)C(F)F RVWPNYDSAMTIEQ-UHFFFAOYSA-N 0.000 claims 1
• YYLHOWLEPPMRSU-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC=N1)C(F)F YYLHOWLEPPMRSU-UHFFFAOYSA-N 0.000 claims 1
• GYVFKXXESMKSGV-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(oxetan-3-yl)phenyl]triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C)C1COC1 GYVFKXXESMKSGV-UHFFFAOYSA-N 0.000 claims 1
• LIINQGXMCZNARI-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(3-fluoropropyl)phenyl]triazol-4-yl]methoxy]-5-methoxypyrimidine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)OC)CCCF LIINQGXMCZNARI-UHFFFAOYSA-N 0.000 claims 1
• CUIQKUCYAGGRNQ-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]-4,5-dimethylpyrimidine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C(=N1)C)C)C(F)(F)F CUIQKUCYAGGRNQ-UHFFFAOYSA-N 0.000 claims 1
• UBHLPZYTSAGZFZ-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]-4-(methoxymethyl)pyrimidine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)COC)C(F)(F)F UBHLPZYTSAGZFZ-UHFFFAOYSA-N 0.000 claims 1
• OANZIXJAISORIT-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]-4-methoxypyrimidine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)OC)C(F)(F)F OANZIXJAISORIT-UHFFFAOYSA-N 0.000 claims 1
• LRSHDGFRXVCQIH-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]-4-methylpyridine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=C1)C)C(F)(F)F LRSHDGFRXVCQIH-UHFFFAOYSA-N 0.000 claims 1
• FACDZFOPTMUZIF-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]-4-methylpyrimidine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)C)C(F)(F)F FACDZFOPTMUZIF-UHFFFAOYSA-N 0.000 claims 1
• RDPIDUSACSRWAA-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]-5-(2-methoxypropan-2-yl)pyrimidine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C(C)(C)OC)C(F)(F)F RDPIDUSACSRWAA-UHFFFAOYSA-N 0.000 claims 1
• ZODDYVLEFWKLKN-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]-5-(methoxymethyl)pyrimidine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)COC)C(F)(F)F ZODDYVLEFWKLKN-UHFFFAOYSA-N 0.000 claims 1
• HDOZUOIBFDWFOA-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]-5-(trifluoromethyl)pyridine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=C1)C(F)(F)F)C(F)(F)F HDOZUOIBFDWFOA-UHFFFAOYSA-N 0.000 claims 1
• PCOBRQITWVGTCG-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]-5-(trifluoromethyl)pyrimidine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C(F)(F)F)C(F)(F)F PCOBRQITWVGTCG-UHFFFAOYSA-N 0.000 claims 1
• XCUKVGWLZKGMBA-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]-5-methoxypyrimidine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)OC)C(F)(F)F XCUKVGWLZKGMBA-UHFFFAOYSA-N 0.000 claims 1
• TWEQLFVHDZNYBO-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]-5-methylpyridine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=C1)C)C(F)(F)F TWEQLFVHDZNYBO-UHFFFAOYSA-N 0.000 claims 1
• WBKOUVTZNBJQEP-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]-5-propan-2-ylpyrimidine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C(C)C)C(F)(F)F WBKOUVTZNBJQEP-UHFFFAOYSA-N 0.000 claims 1
• YKOHWXYPXNBGFB-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]-6-methylpyridine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC(=CC=C1)C)C(F)(F)F YKOHWXYPXNBGFB-UHFFFAOYSA-N 0.000 claims 1
• WSGRCCGHPXUJIX-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]-N,N-dimethylpyrimidin-4-amine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)N(C)C)C(F)(F)F WSGRCCGHPXUJIX-UHFFFAOYSA-N 0.000 claims 1
• PXJAIPSTKXEJJZ-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]-N-methylpyrimidin-4-amine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC(=N1)NC)C(F)(F)F PXJAIPSTKXEJJZ-UHFFFAOYSA-N 0.000 claims 1
• OABQISRZJRIOGY-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]-N-methylpyrimidine-5-carboxamide Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)C(=O)NC)C(F)(F)F OABQISRZJRIOGY-UHFFFAOYSA-N 0.000 claims 1
• XLGWEGHCDXRQQQ-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]pyrazine Chemical class FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CN=C1)C(F)(F)F XLGWEGHCDXRQQQ-UHFFFAOYSA-N 0.000 claims 1
• IRZMOPZJYJJMLN-UHFFFAOYSA-N 2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=CC=N1)C(F)(F)F IRZMOPZJYJJMLN-UHFFFAOYSA-N 0.000 claims 1
• MITVECYAOZECFT-UHFFFAOYSA-N 2-[[1-[5-chloro-6-(trifluoromethyl)pyridin-2-yl]triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound ClC=1C=CC(=NC=1C(F)(F)F)N1N=NC(=C1)COC1=NC=C(C=N1)C MITVECYAOZECFT-UHFFFAOYSA-N 0.000 claims 1
• RXGCTQNFLADCMA-UHFFFAOYSA-N 2-chloro-4-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]-5-methylpyrimidine Chemical compound ClC1=NC=C(C(=N1)OCC=1N=NN(C=1)C1=CC(=CC=C1)C(F)F)C RXGCTQNFLADCMA-UHFFFAOYSA-N 0.000 claims 1
• 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
• KVTUSMPNLUCCQO-UHFFFAOYSA-N 3,3-difluoropyrrolidine Chemical compound FC1(F)CCNC1 KVTUSMPNLUCCQO-UHFFFAOYSA-N 0.000 claims 1
• GZJYBVRYMVLQSP-UHFFFAOYSA-N 3-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]-2-methoxypyridine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC=1C(=NC=CC=1)OC GZJYBVRYMVLQSP-UHFFFAOYSA-N 0.000 claims 1
• XRVXBANLXMKGNC-UHFFFAOYSA-N 3-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-2-methoxypyridine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC=1C(=NC=CC=1)OC)OC(F)F XRVXBANLXMKGNC-UHFFFAOYSA-N 0.000 claims 1
• MLJFZHLEHCUTTK-UHFFFAOYSA-N 3-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-4-methoxypyridine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC=1C=NC=CC=1OC)OC(F)F MLJFZHLEHCUTTK-UHFFFAOYSA-N 0.000 claims 1
• GLRYRJSEOKFLSF-UHFFFAOYSA-N 3-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-6-(trifluoromethyl)pyridazine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC=1N=NC(=CC=1)C(F)(F)F)OC(F)F GLRYRJSEOKFLSF-UHFFFAOYSA-N 0.000 claims 1
• PQWASGUAKZLNRQ-UHFFFAOYSA-N 3-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-6-methoxypyridazine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC=1N=NC(=CC=1)OC)OC(F)F PQWASGUAKZLNRQ-UHFFFAOYSA-N 0.000 claims 1
• AKHXWEWUJFWZAR-UHFFFAOYSA-N 3-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]pyridazine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC=1N=NC=CC=1)OC(F)F AKHXWEWUJFWZAR-UHFFFAOYSA-N 0.000 claims 1
• FSJJMRNDUDYWHK-UHFFFAOYSA-N 3-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]pyridine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC=1C=NC=CC=1)OC(F)F FSJJMRNDUDYWHK-UHFFFAOYSA-N 0.000 claims 1
• GMJZDKUFVFUCIX-UHFFFAOYSA-N 3-chloro-2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]pyridine Chemical compound ClC=1C(=NC=CC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)Cl)OC(F)F GMJZDKUFVFUCIX-UHFFFAOYSA-N 0.000 claims 1
• RCOAKZLAKFWONK-UHFFFAOYSA-N 3-fluoro-2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]pyridine Chemical compound FC=1C(=NC=CC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)C(F)(F)F RCOAKZLAKFWONK-UHFFFAOYSA-N 0.000 claims 1
• OWLVCEBXNIZAQX-UHFFFAOYSA-N 4,5-dimethyl-2-[[1-[3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound CC1=NC(=NC=C1C)OCC=1N=NN(C=1)C1=CC(=CC=C1)C(F)(F)F OWLVCEBXNIZAQX-UHFFFAOYSA-N 0.000 claims 1
• UKONVMYCVDBGJN-UHFFFAOYSA-N 4-(1,1-difluoroethyl)-2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(C)(F)C1=NC(=NC=C1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)C(F)F UKONVMYCVDBGJN-UHFFFAOYSA-N 0.000 claims 1
• CRTQWQOBXDSBAH-UHFFFAOYSA-N 4-(2,2-difluoroethoxymethyl)-2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(COCC1=NC(=NC=C1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)OC(F)F)F CRTQWQOBXDSBAH-UHFFFAOYSA-N 0.000 claims 1
• IJCUQDANQORXGG-UHFFFAOYSA-N 4-(3,3-difluoroazetidin-1-yl)-2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]pyridine Chemical compound FC1(CN(C1)C1=CC(=NC=C1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)OC(F)F)F IJCUQDANQORXGG-UHFFFAOYSA-N 0.000 claims 1
• RCUFTDBDPBZJIX-UHFFFAOYSA-N 4-(3,3-difluoroazetidin-1-yl)-2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC1(CN(C1)C1=NC(=NC=C1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)OC(F)F)F RCUFTDBDPBZJIX-UHFFFAOYSA-N 0.000 claims 1
• OKKRQSRNPLAJAD-UHFFFAOYSA-N 4-(azetidin-1-yl)-2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]pyridine Chemical compound N1(CCC1)C1=CC(=NC=C1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)OC(F)F OKKRQSRNPLAJAD-UHFFFAOYSA-N 0.000 claims 1
• ACEUPHBZNSKHPO-UHFFFAOYSA-N 4-(azetidin-1-yl)-2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound N1(CCC1)C1=NC(=NC=C1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)OC(F)F ACEUPHBZNSKHPO-UHFFFAOYSA-N 0.000 claims 1
• CLIQDWOBWNLCBE-UHFFFAOYSA-N 4-(difluoromethoxymethyl)-2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(OCC1=NC(=NC=C1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)C(F)F)F CLIQDWOBWNLCBE-UHFFFAOYSA-N 0.000 claims 1
• FPFBRAAUXWOZRX-UHFFFAOYSA-N 4-(difluoromethyl)-2-[[1-(2,3-dihydro-1H-inden-5-yl)triazol-4-yl]methoxy]pyrimidine Chemical compound FC(C1=NC(=NC=C1)OCC=1N=NN(C=1)C=1C=C2CCCC2=CC=1)F FPFBRAAUXWOZRX-UHFFFAOYSA-N 0.000 claims 1
• XPNLVJFSGTYIOT-UHFFFAOYSA-N 4-(difluoromethyl)-2-[[1-(2,4-difluoro-3-methylphenyl)triazol-4-yl]methoxy]pyrimidine Chemical compound FC(C1=NC(=NC=C1)OCC=1N=NN(C=1)C1=C(C(=C(C=C1)F)C)F)F XPNLVJFSGTYIOT-UHFFFAOYSA-N 0.000 claims 1
• SOXCWMDWEVKWNP-UHFFFAOYSA-N 4-(difluoromethyl)-2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(C1=NC(=NC=C1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)C(F)F)F SOXCWMDWEVKWNP-UHFFFAOYSA-N 0.000 claims 1
• AQENRZZXNBCFLE-UHFFFAOYSA-N 4-(difluoromethyl)-2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(C1=NC(=NC=C1)OCC=1N=NN(C=1)C1=CC(=CC=C1)C(F)F)F AQENRZZXNBCFLE-UHFFFAOYSA-N 0.000 claims 1
• YRSNBBYARBNFDY-UHFFFAOYSA-N 4-(difluoromethyl)-2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(C1=NC(=NC=C1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)C(F)(F)F)F YRSNBBYARBNFDY-UHFFFAOYSA-N 0.000 claims 1
• KATMYSMPNNJVMF-UHFFFAOYSA-N 4-(methoxymethyl)-2-[[1-(3-methylphenyl)triazol-4-yl]methoxy]pyrimidine Chemical compound COCC1=NC(=NC=C1)OCC=1N=NN(C=1)C=1C=C(C=CC=1)C KATMYSMPNNJVMF-UHFFFAOYSA-N 0.000 claims 1
• QPLDNTIOUAOGHY-UHFFFAOYSA-N 4-(methoxymethyl)-2-[[1-[3-(trifluoromethoxy)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound COCC1=NC(=NC=C1)OCC=1N=NN(C=1)C1=CC(=CC=C1)OC(F)(F)F QPLDNTIOUAOGHY-UHFFFAOYSA-N 0.000 claims 1
• JKSOZUFDHWAKKQ-UHFFFAOYSA-N 4-[2-[[1-[3-(1,1-difluoroethyl)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidin-5-yl]morpholine Chemical compound FC(C)(F)C=1C=C(C=CC=1F)N1N=NC(=C1)COC1=NC=C(C=N1)N1CCOCC1 JKSOZUFDHWAKKQ-UHFFFAOYSA-N 0.000 claims 1
• VWRMATIZTSJUNF-UHFFFAOYSA-N 4-[2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]pyrimidin-5-yl]morpholine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=C(C=N1)N1CCOCC1)C(F)(F)F VWRMATIZTSJUNF-UHFFFAOYSA-N 0.000 claims 1
• VEDUOOPXAMZQPE-UHFFFAOYSA-N 4-[[1-(4-fluoro-3-methylphenyl)triazol-4-yl]methoxy]-6-methylpyrimidine Chemical compound FC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=NC(=C1)C)C VEDUOOPXAMZQPE-UHFFFAOYSA-N 0.000 claims 1
• QZKKWWXXKVNTNB-UHFFFAOYSA-N 4-[[1-[3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-5-methoxypyrimidine Chemical compound FC(OC=1C=C(C=CC=1)N1N=NC(=C1)COC1=NC=NC=C1OC)F QZKKWWXXKVNTNB-UHFFFAOYSA-N 0.000 claims 1
• OZJXOTMDFHPXQQ-UHFFFAOYSA-N 4-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-2-(trifluoromethyl)pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC(=NC=C1)C(F)(F)F)OC(F)F OZJXOTMDFHPXQQ-UHFFFAOYSA-N 0.000 claims 1
• DHIIFOIRQSGATR-UHFFFAOYSA-N 4-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-2-methoxypyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC(=NC=C1)OC)OC(F)F DHIIFOIRQSGATR-UHFFFAOYSA-N 0.000 claims 1
• ISACSIXXVCSVQP-UHFFFAOYSA-N 4-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-2-methylpyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC(=NC=C1)C)OC(F)F ISACSIXXVCSVQP-UHFFFAOYSA-N 0.000 claims 1
• SPDPFUVSKRIMJV-UHFFFAOYSA-N 4-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=NC=C1)OC(F)F SPDPFUVSKRIMJV-UHFFFAOYSA-N 0.000 claims 1
• FDUHTVJLMFBSNG-UHFFFAOYSA-N 4-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound ClC1=C(C=C(C=C1)N1N=NC(=C1)COC1=NC=NC=C1)C(F)F FDUHTVJLMFBSNG-UHFFFAOYSA-N 0.000 claims 1
• BZQOGTTUTCCEIL-MGVXTIMCSA-N 4-[dideuterio(methoxy)methyl]-2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound [2H]C([2H])(OC)C1=NC(OCC2=CN(N=N2)C2=CC=C(F)C(OC(F)F)=C2)=NC=C1 BZQOGTTUTCCEIL-MGVXTIMCSA-N 0.000 claims 1
• BZQOGTTUTCCEIL-QBMBECACSA-N 4-[dideuterio(trideuteriomethoxy)methyl]-2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound [2H]C([2H])([2H])OC([2H])([2H])C1=NC(OCC2=CN(N=N2)C2=CC=C(F)C(OC(F)F)=C2)=NC=C1 BZQOGTTUTCCEIL-QBMBECACSA-N 0.000 claims 1
• YVOZRAAZBKTCTA-UHFFFAOYSA-N 4-chloro-2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound ClC1=NC(=NC=C1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)Cl)OC(F)F YVOZRAAZBKTCTA-UHFFFAOYSA-N 0.000 claims 1
• LHIKNMNEZYQWML-UHFFFAOYSA-N 4-chloro-3-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]pyridine Chemical compound FC(F)OC1=CC(=CC=C1Cl)N1C=C(COC2=CN=CC=C2Cl)N=N1 LHIKNMNEZYQWML-UHFFFAOYSA-N 0.000 claims 1
• MDYRWATVEPKITO-UHFFFAOYSA-N 4-cyclopropyl-2-[[1-(2,4-difluoro-3-methylphenyl)triazol-4-yl]methoxy]pyrimidine Chemical compound C1(CC1)C1=NC(=NC=C1)OCC=1N=NN(C=1)C1=C(C(=C(C=C1)F)C)F MDYRWATVEPKITO-UHFFFAOYSA-N 0.000 claims 1
• VOTVYVWYBAXYPS-UHFFFAOYSA-N 4-cyclopropyl-2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound C1(CC1)C1=NC(=NC=C1)OCC=1N=NN(C=1)C1=CC(=CC=C1)C(F)F VOTVYVWYBAXYPS-UHFFFAOYSA-N 0.000 claims 1
• XIXYJRWFWDHDCL-UHFFFAOYSA-N 4-methyl-2-[[1-(3-methylphenyl)triazol-4-yl]methoxy]pyrimidine Chemical compound CC1=NC(=NC=C1)OCC=1N=NN(C=1)C=1C=C(C=CC=1)C XIXYJRWFWDHDCL-UHFFFAOYSA-N 0.000 claims 1
• FSNVGTZQYFFMMI-UHFFFAOYSA-N 4-methyl-2-[[1-[3-(trifluoromethoxy)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound CC1=NC(=NC=C1)OCC=1N=NN(C=1)C1=CC(=CC=C1)OC(F)(F)F FSNVGTZQYFFMMI-UHFFFAOYSA-N 0.000 claims 1
• QGSSQUDBESPXDX-UHFFFAOYSA-N 5-(1,1-difluoroethyl)-2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(C)(F)C=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)C(F)F QGSSQUDBESPXDX-UHFFFAOYSA-N 0.000 claims 1
• FCCWFFCEIFRDPC-UHFFFAOYSA-N 5-(2-fluoroethoxy)-2-[[1-(4-fluoro-3-methylphenyl)triazol-4-yl]methoxy]pyrimidine Chemical compound FCCOC=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)C FCCWFFCEIFRDPC-UHFFFAOYSA-N 0.000 claims 1
• MQLSYBPUYLDZAA-UHFFFAOYSA-N 5-(3,3-difluoroazetidin-1-yl)-2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]pyridine Chemical compound FC1(CN(C1)C=1C=CC(=NC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)OC(F)F)F MQLSYBPUYLDZAA-UHFFFAOYSA-N 0.000 claims 1
• PRGJHGOIUONFPF-UHFFFAOYSA-N 5-(3,3-difluoroazetidin-1-yl)-2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC1(CN(C1)C=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)OC(F)F)F PRGJHGOIUONFPF-UHFFFAOYSA-N 0.000 claims 1
• MNQLZJMBMWVFPM-UHFFFAOYSA-N 5-(3,3-difluoroazetidin-1-yl)-2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC1(CN(C1)C=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)C(F)F)F MNQLZJMBMWVFPM-UHFFFAOYSA-N 0.000 claims 1
• YDTFEIGBNSZMCI-UHFFFAOYSA-N 5-(azetidin-1-yl)-2-[[1-[3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound N1(CCC1)C=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=CC=C1)C(C)(F)F YDTFEIGBNSZMCI-UHFFFAOYSA-N 0.000 claims 1
• KYXQYROABWELQS-UHFFFAOYSA-N 5-(azetidin-1-yl)-2-[[1-[3-(difluoromethoxy)-4-fluorophenyl]triazol-4-yl]methoxy]pyridine Chemical compound N1(CCC1)C=1C=CC(=NC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)OC(F)F KYXQYROABWELQS-UHFFFAOYSA-N 0.000 claims 1
• NZLJVPQMNZXNHQ-UHFFFAOYSA-N 5-(azetidin-1-yl)-2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound N1(CCC1)C=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)C(F)F NZLJVPQMNZXNHQ-UHFFFAOYSA-N 0.000 claims 1
• YIRFYACDEHYKGE-UHFFFAOYSA-N 5-(azetidin-1-yl)-2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]-4-methylpyrimidine Chemical compound N1(CCC1)C=1C(=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)C(F)(F)F)C YIRFYACDEHYKGE-UHFFFAOYSA-N 0.000 claims 1
• JTWFIWSZKPSTJH-UHFFFAOYSA-N 5-(difluoromethoxy)-2-[[1-(2,4-difluoro-3-methylphenyl)triazol-4-yl]methoxy]pyrimidine Chemical compound FC(OC=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=C(C(=C(C=C1)F)C)F)F JTWFIWSZKPSTJH-UHFFFAOYSA-N 0.000 claims 1
• QMPYUPCGYIEIHW-UHFFFAOYSA-N 5-(difluoromethoxy)-2-[[1-(2-fluoro-3-methylphenyl)triazol-4-yl]methoxy]pyrimidine Chemical compound FC(OC=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=C(C(=CC=C1)C)F)F QMPYUPCGYIEIHW-UHFFFAOYSA-N 0.000 claims 1
• XWESTTALODFMOA-UHFFFAOYSA-N 5-(difluoromethoxy)-2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(OC=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)C(F)F)F XWESTTALODFMOA-UHFFFAOYSA-N 0.000 claims 1
• IIIXWSDMSFNCGD-UHFFFAOYSA-N 5-(difluoromethoxy)-2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(OC=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=CC=C1)C(F)F)F IIIXWSDMSFNCGD-UHFFFAOYSA-N 0.000 claims 1
• CBGIMBZDUZIEFC-UHFFFAOYSA-N 5-(difluoromethyl)-2-[[1-(2,4-difluoro-3-methylphenyl)triazol-4-yl]methoxy]pyrimidine Chemical compound FC(C=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=C(C(=C(C=C1)F)C)F)F CBGIMBZDUZIEFC-UHFFFAOYSA-N 0.000 claims 1
• QZRDDNIAXZJHTK-UHFFFAOYSA-N 5-(difluoromethyl)-2-[[1-(2,4-difluoro-5-methylphenyl)triazol-4-yl]methoxy]pyrimidine Chemical compound FC(C=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=C(C=C(C(=C1)C)F)F)F QZRDDNIAXZJHTK-UHFFFAOYSA-N 0.000 claims 1
• FWWLFKCNPNILNR-UHFFFAOYSA-N 5-(difluoromethyl)-2-[[1-[3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(C=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=CC=C1)C(F)F)F FWWLFKCNPNILNR-UHFFFAOYSA-N 0.000 claims 1
• LEGUCUZQIORZIX-UHFFFAOYSA-N 5-(difluoromethyl)-2-[[1-[3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(C=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=CC=C1)C(F)(F)F)F LEGUCUZQIORZIX-UHFFFAOYSA-N 0.000 claims 1
• CGXOTJYFVDFFGR-UHFFFAOYSA-N 5-(difluoromethyl)-2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound FC(C=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)C(F)(F)F)F CGXOTJYFVDFFGR-UHFFFAOYSA-N 0.000 claims 1
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• FBWOKJSKMPHWLA-UHFFFAOYSA-N 5-chloro-2-[[1-[3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound ClC=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=CC=C1)OC(F)F FBWOKJSKMPHWLA-UHFFFAOYSA-N 0.000 claims 1
• TXKOLHISXQEJFK-UHFFFAOYSA-N 5-chloro-2-[[1-[3-(difluoromethyl)-4-fluorophenyl]triazol-4-yl]methoxy]pyridine Chemical compound ClC=1C=CC(=NC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)C(F)F TXKOLHISXQEJFK-UHFFFAOYSA-N 0.000 claims 1
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• ULCWYBVKKSMNHB-UHFFFAOYSA-N 5-chloro-2-[[1-[4-(trifluoromethoxy)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound ClC=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=CC=C(C=C1)OC(F)(F)F ULCWYBVKKSMNHB-UHFFFAOYSA-N 0.000 claims 1
• SAZWVXBHDXTTOA-UHFFFAOYSA-N 5-chloro-2-[[1-[4-chloro-3-(1,1-difluoroethyl)phenyl]triazol-4-yl]methoxy]-4-methylpyrimidine Chemical compound ClC=1C(=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)Cl)C(C)(F)F)C SAZWVXBHDXTTOA-UHFFFAOYSA-N 0.000 claims 1
• VMJXOGWQELFZKA-UHFFFAOYSA-N 5-chloro-2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]-3-methoxypyridine Chemical compound ClC=1C=C(C(=NC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)Cl)OC(F)F)OC VMJXOGWQELFZKA-UHFFFAOYSA-N 0.000 claims 1
• ZYIVRWRHTNYLOL-UHFFFAOYSA-N 5-chloro-2-[[1-[4-chloro-3-(difluoromethoxy)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound ClC=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)Cl)OC(F)F ZYIVRWRHTNYLOL-UHFFFAOYSA-N 0.000 claims 1
• KAQSHNAIYKWBTI-UHFFFAOYSA-N 5-chloro-2-[[1-[4-chloro-3-(difluoromethyl)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound ClC=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)Cl)C(F)F KAQSHNAIYKWBTI-UHFFFAOYSA-N 0.000 claims 1
• XGMDOIBDLYIGIR-UHFFFAOYSA-N 5-chloro-2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]-4-methylpyrimidine Chemical compound ClC=1C(=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)C(F)(F)F)C XGMDOIBDLYIGIR-UHFFFAOYSA-N 0.000 claims 1
• CIPPVTIHHWNQOI-UHFFFAOYSA-N 5-chloro-2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]pyridine Chemical compound ClC=1C=CC(=NC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)C(F)(F)F CIPPVTIHHWNQOI-UHFFFAOYSA-N 0.000 claims 1
• ZAXXZIIEMQQUDO-UHFFFAOYSA-N 5-chloro-2-[[1-[4-fluoro-3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound ClC=1C=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=C(C=C1)F)C(F)(F)F ZAXXZIIEMQQUDO-UHFFFAOYSA-N 0.000 claims 1
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• RDMKPFWOCGXQED-UHFFFAOYSA-N 5-chloro-4-methyl-2-[[1-[3-(trifluoromethyl)phenyl]triazol-4-yl]methoxy]pyrimidine Chemical compound ClC=1C(=NC(=NC=1)OCC=1N=NN(C=1)C1=CC(=CC=C1)C(F)(F)F)C RDMKPFWOCGXQED-UHFFFAOYSA-N 0.000 claims 1
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